6708-13-0

Usage

Uses

Used in Organic Synthesis:
1,2-Diselenolane-3-pentanoic acid is utilized as a key intermediate in organic synthesis for the development of various chemical compounds and pharmaceuticals. Its unique structure and reactivity make it a valuable component in the creation of new molecules with potential applications in medicine and other fields.
Used in Antioxidant and Anti-Inflammatory Applications:
Due to its antioxidant and anti-inflammatory properties, 1,2-Diselenolane-3-pentanoic acid is studied for its potential use in treating conditions that involve oxidative stress and inflammation. Its ability to combat reactive oxygen species and reduce inflammation may contribute to the management and treatment of various diseases.
Used in Pharmaceutical Development:
1,2-Diselenolane-3-pentanoic acid is considered for its potential role in the development of pharmaceuticals targeting a range of diseases. Its presence in compounds could enhance their therapeutic effects, particularly in areas such as cancer treatment and neuroprotection.
Used in Cancer Treatment Research:
In the field of oncology, 1,2-Diselenolane-3-pentanoic acid is being investigated for its potential as an anticancer agent. Its unique chemical structure may allow it to interact with biological targets in ways that could inhibit cancer cell growth or enhance the effectiveness of existing treatments.
Used in Neurodegenerative Disorder Research:
Neuroprotective properties of 1,2-Diselenolane-3-pentanoic acid are being explored for its potential use in treating neurodegenerative disorders. The antioxidant and anti-inflammatory characteristics of 1,2-Diselenolane-3-pentanoic acid may help in mitigating the progression of diseases like Alzheimer's and Parkinson's.

Upstream product

• 1070-64-0 6,8-dichlorooctanoic acid ethyl ester 
• 1451075-56-1 sodium 6,8-dichlorooctanoate 

Downstream Products

• 1456816-57-1 ethyl 5-(1,2-diselenolan-3-yl)pentanoate 
• 1456816-63-9 N'-(4-chlorobenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-64-0 N'-(furan-2-ylmethylene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-65-1 N'-(2-chlorobenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-66-2 N'-(2-hydroxybenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-67-3 N'-(4-methylbenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-68-4 N'-(3-methoxy-4-hydroxybenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-69-5 N'-(3-hydroxy-4-methoxybenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-70-8 N'-(4-(dimethylamino)benzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-71-9 N'-(4-methoxybenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-72-0 N'-(4-hydroxybenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-73-1 N'-(3,4-dihydroxybenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-58-2 5-(1,2-diselenolan-3-yl)pentanehydrazide 
• 1456816-59-3 N'-benzylidene-5-(1,2-diselenolan-3-yl)pentanehydrazide 

Relevant academic research and scientific papers

Diselenolane-mediated cellular uptake

The emerging power of thiol-mediated uptake with strained disulfides called for a move from sulfur to selenium. We report that according to results with fluorescent model substrates, cellular uptake with 1,2-diselenolanes exceeds uptake with 1,2-dithiolanes and epidithiodiketopiperazines with regard to efficiency as well as intracellular localization. The diselenide analog of lipoic acid performs best. This 1,2-diselenolane delivers fluorophores efficiently to the cytosol of HeLa Kyoto cells, without detectable endosomal capture as with 1,2-dithiolanes or dominant escape into the nucleus as with epidithiodiketopiperazines. Diselenolane-mediated cytosolic delivery is non-toxic (MTT assay), sensitive to temperature but insensitive to inhibitors of endocytosis (chlorpromazine, methyl-β-cyclodextrin, wortmannin, cytochalasin B) and conventional thiol-mediated uptake (Ellman's reagent), and to serum. Selenophilicity, the extreme CSeSeC dihedral angle of 0° and the high but different acidity of primary and secondary selenols might all contribute to uptake. Thiol-exchange affinity chromatography is introduced as operational mimic of thiol-mediated uptake that provides, in combination with rate enhancement of DTT oxidation, direct experimental evidence for existence and nature of the involved selenosulfides.

Preparation method of selenocaprylic acid

The invention discloses a preparation method of selenocaprylic acid, and relates to the field of lipoic acid analogues. The preparation method of the selenocaprylic acid has the beneficial effects that the selenocaprylic acid with high purity and high molar yield is prepared by optimizing the proportioning relationship among various raw materials, and the selenocaprylic acid and the preparation method thereof have important popularization and application values and can be popularized and applied to the field of biological medicines.

Synthesis and Anticancer Activity of 5-(1,2-Diselenolan-3-Yl)pentanoic Acid and its Derivatives

A green and high-yielding synthetic route for the preparation of 5-(1,2-diselenolan-3-yl)pentanoic acid (SeA) was reported. Some SeA derivatives, N′-substituted benzylidene-5-(1,2-diselenolan-3-yl)pentanehydrazide, were prepared, and they were screened for their anticancer activity against human breast MCF-7, leukemia HL-60, cervixuterus Hela, and placental villus Bewo cancer cell lines. The minimum inhibitory concentrations (MICs) of the synthetic compounds showed moderate anticancer activity at low concentrations (0.5-5 μg/mL).